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Contact Doug Cress of Enterprise Realty  doug@cress.co  212-203-5251

Enterprise Realty Office 203-929-6311

Doug Cress of Enterprise Realty  doug@cress.co  212-203-5251
Enterprise Realty Office 203-929-6311

All News & Insights » Connecticut Dream Homes

Explore Connecticut’s Finest Homes and Estates

658 Pequot Avenue in Southport, CT: Mary Pomeroy’s Home is an Ornament to the StreetHistoryLuxury HomesSouthport

658 Pequot Avenue in Southport, CT: Mary Pomeroy’s Home is an Ornament to the Street

March 27, 20253 min
114 Beachside Avenue in Westport, CT: Setting the Bar for Luxury Living on Connecticut’s Gold CoastLuxury HomesWestport

114 Beachside Avenue in Westport, CT: Setting the Bar for Luxury Living on Connecticut’s Gold Coast

March 24, 20254 min
490 North Street in Greenwich, CT is a Barn Turned Gwathmey Modernist HomeGreenwichLuxury Homes

490 North Street in Greenwich, CT is a Barn Turned Gwathmey Modernist Home

March 17, 20252 min
61 Byram Shore Road in Greenwich, CT: Waterfront Estate with Private Dock for $10,995,000GreenwichLuxury Homes

61 Byram Shore Road in Greenwich, CT: Waterfront Estate with Private Dock for $10,995,000

March 10, 20252 min
17 River Lane in Westport, CT: A Gothic Mansion Inspired by Europe’s Grand Hunting LodgesLuxury HomesWestport

17 River Lane in Westport, CT: A Gothic Mansion Inspired by Europe’s Grand Hunting Lodges

March 6, 20253 min
478 Harbor Road in Southport, CT: William Webb Wakeman’s Greek Revival MansionHistoryLuxury HomesSouthport

478 Harbor Road in Southport, CT: William Webb Wakeman’s Greek Revival Mansion

March 5, 20253 min
545 Indian Field Road in Greenwich, CT: On the Market for $49,500,000GreenwichLuxury Homes

545 Indian Field Road in Greenwich, CT: On the Market for $49,500,000

March 2, 20252 min
66 Beachside Avenue in Westport, CT is a $10.75 Million Staycation DreamLuxury HomesWestport

66 Beachside Avenue in Westport, CT is a $10.75 Million Staycation Dream

February 25, 20252 min
262 Brushy Ridge Road in New Canaan, CT: The Grand Legacy of Pemberly HillLuxury HomesNew Canaan

262 Brushy Ridge Road in New Canaan, CT: The Grand Legacy of Pemberly Hill

February 23, 20253 min
612 Penfield Road in Fairfield, CT: Grandeur, Space, and a Prime Beachside LocationFairfieldLuxury Homes

612 Penfield Road in Fairfield, CT: Grandeur, Space, and a Prime Beachside Location

February 19, 20252 min
16 Burr School Road in Westport CT: A Daring Ultra-Modern DesignLuxury HomesWestport

16 Burr School Road in Westport CT: A Daring Ultra-Modern Design

February 18, 20251 min
20 Thunder Mountain Road in Greenwich, CT Embraces Its Natural SurroundingsGreenwichLuxury Homes

20 Thunder Mountain Road in Greenwich, CT Embraces Its Natural Surroundings

February 17, 20252 min
The Glass House in New Canaan, CT is Philip Johnson’s Icon of Modern DesignHistoryLuxury HomesNew Canaan

The Glass House in New Canaan, CT is Philip Johnson’s Icon of Modern Design

February 16, 20253 min
209 Long Neck Point in Darien, CT: From Stable to StunningDarienLuxury Homes

209 Long Neck Point in Darien, CT: From Stable to Stunning

February 12, 20252 min
68 Round Hill Road in Greenwich, CT: Judge Judy’s MansionGreenwichLuxury Homes

68 Round Hill Road in Greenwich, CT: Judge Judy’s Mansion

February 11, 20252 min
340 Willow Street in Southport, CT is an Estate for GenerationsLuxury HomesSouthport

340 Willow Street in Southport, CT is an Estate for Generations

February 10, 20251 min
11 Bluewater Hill in Westport, CT: An $8.25M Modern Home with a Foucault Pendulum and Retractable Glass RoofLuxury HomesWestport

11 Bluewater Hill in Westport, CT: An $8.25M Modern Home with a Foucault Pendulum and Retractable Glass Roof

February 9, 20252 min
750 Harbor Road in Southport, CT: A Landmark of Southport’s Greek Revival HeritageHistoryLuxury HomesSouthport

750 Harbor Road in Southport, CT: A Landmark of Southport’s Greek Revival Heritage

February 8, 20252 min
Tavern Island in Norwalk, CT: A Historic Hideaway with a Party PastLuxury HomesNorwalk

Tavern Island in Norwalk, CT: A Historic Hideaway with a Party Past

February 6, 20252 min
865 Hollow Tree Ridge Road in Darien, CT: Membership at Billionaire Todd Boehly’s Gym Costs $19 MillionDarienLuxury Homes

865 Hollow Tree Ridge Road in Darien, CT: Membership at Billionaire Todd Boehly’s Gym Costs $19 Million

February 5, 20252 min
30 John Street in Greenwich, CT: Tommy Hilfiger’s $45 Million French Normandy-Style ManorGreenwichLuxury Homes

30 John Street in Greenwich, CT: Tommy Hilfiger’s $45 Million French Normandy-Style Manor

February 4, 20253 min
124 Old Mill Road in Greenwich, CT: Mel Gibson’s Braveheart-Era MansionGreenwichLuxury Homes

124 Old Mill Road in Greenwich, CT: Mel Gibson’s Braveheart-Era Mansion

February 3, 20253 min
1125 Pequot Avenue in Southport, CT: Where Wealth is Measured in Perfectly Cubed FoliageLuxury HomesSouthport

1125 Pequot Avenue in Southport, CT: Where Wealth is Measured in Perfectly Cubed Foliage

January 31, 20252 min
Marion Castle in Stamford, CT: A Landmarked Château Fit for Bruce WayneLuxury HomesStamford

Marion Castle in Stamford, CT: A Landmarked Château Fit for Bruce Wayne

January 30, 20252 min
97 Pecksland Road in Greenwich, CT: John Frank’s Insane $28.5 Million Luxury PlaygroundGreenwichLuxury Homes

97 Pecksland Road in Greenwich, CT: John Frank’s Insane $28.5 Million Luxury Playground

January 29, 20253 min
30 Field Point Drive in Greenwich, CT: Belle Haven’s $30 Million Luxury LeviathanGreenwichLuxury Homes

30 Field Point Drive in Greenwich, CT: Belle Haven’s $30 Million Luxury Leviathan

January 28, 20252 min
48 Turkey Hill Road South in Westport, CT: The Fixer-Upper That Launched Martha StewartLuxury HomesWestport

48 Turkey Hill Road South in Westport, CT: The Fixer-Upper That Launched Martha Stewart

January 27, 20253 min
260 Willow Street in Southport, CT: A 1950’s Colonial TransformedLuxury HomesSouthport

260 Willow Street in Southport, CT: A 1950’s Colonial Transformed

January 26, 20252 min
1093 Pequot Avenue in Southport, CT: Embodies the Mullet Strategy of Home DesignLuxury HomesSouthport

1093 Pequot Avenue in Southport, CT: Embodies the Mullet Strategy of Home Design

January 25, 20252 min
2115 Fairfield Beach Road in Fairfield, CT: Brutalist Contemporary Waterfront HomeFairfieldLuxury Homes

2115 Fairfield Beach Road in Fairfield, CT: Brutalist Contemporary Waterfront Home

January 24, 20252 min
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